View 1014 Boylston Street Brookline, MA MLS# 73445544
$16,980,000
7

Beds

8.3

Baths

13,343

Sq.Ft.

1014 Boylston Street

Brookline, MA

Listed By: Tracy Campion Courtesy of CAMPION & COMPANY FINE HOMES REAL ESTATE
View 145 Woodland Road Brookline, MA MLS# 73543132
$8,999,000
6

Beds

6.1

Baths

6,746

Sq.Ft.

145 Woodland Road

Brookline, MA

Listed By: Samantha Stumpo Courtesy of SERHANT
View 40 Singletree Rd Brookline, MA MLS# 73526856
$8,200,000
6

Beds

6.3

Baths

9,301

Sq.Ft.

40 Singletree Rd

Brookline, MA

Listed By: Maggie Gold Seelig Courtesy of MGS GROUP REAL ESTATE LTD
The time to sell is now! THE TIME TO SELL IS NOW!
View 142 Crafts Road Brookline, MA MLS# 73453959
  • Virtual Tour
1 of 42
$6,750,000
8

Beds

6.1

Baths

9,400

Sq.Ft.

142 Crafts Road

Brookline, MA

Listed By: Paul Neavyn Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 394 Hammond St Newton, MA MLS# 73469901
$5,627,000
9

Beds

4.1

Baths

8,485

Sq.Ft.

394 Hammond St

Newton, MA

Listed By: Michael Harper Courtesy of COLDWELL BANKER REALTY - BOSTON
View 9 Singletree Rd Brookline, MA MLS# 73520842
$4,998,500
3

Beds

4.1

Baths

6,790

Sq.Ft.

9 Singletree Rd

Brookline, MA

Listed By: Deborah M. Gordon Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 540 Chestnut Hill Ave Brookline, MA MLS# 73504708
$4,250,000
5

Beds

4.1

Baths

6,419

Sq.Ft.

540 Chestnut Hill Ave

Brookline, MA

Listed By: The Duffy Group Courtesy of COMPASS
View 85 Gate House Road Newton, MA MLS# 73484332
$3,995,000
5

Beds

5.1

Baths

8,000

Sq.Ft.

85 Gate House Road

Newton, MA

Listed By: Chamberlain Group Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 476 Heath Street Brookline, MA MLS# 73527701
$3,399,000
9

Beds

4.3

Baths

6,292

Sq.Ft.

476 Heath Street

Brookline, MA

Listed By: Andrew Haddad Courtesy of NORTHEAST DEVELOPMENT & INVESTMENT, INC.
View 460 Heath Street Brookline, MA MLS# 73484859
$3,390,000
5

Beds

3.1

Baths

6,196

Sq.Ft.

460 Heath Street

Brookline, MA

Listed By: Samantha Stumpo Courtesy of SERHANT
View 401 Heath Street Brookline, MA MLS# 73516948
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1 of 27
$2,765,000
5

Beds

3.1

Baths

4,028

Sq.Ft.

401 Heath Street

Brookline, MA

Listed By: Hilary Maddox Team Courtesy of COMPASS
View 79 Woodchester Dr Newton, MA MLS# 73533169
$2,700,000
4

Beds

4.1

Baths

4,340

Sq.Ft.

79 Woodchester Dr

Newton, MA

Listed By: Jarrod L. Pescosolido Courtesy of ROMO REALTY GROUP
View 520 Clinton Road Brookline, MA MLS# 73487901
  • Virtual Tour
1 of 23
$2,399,900
4

Beds

3.1

Baths

2,996

Sq.Ft.

520 Clinton Road

Brookline, MA

Listed By: Celine Sellam Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 180 Eliot St Brookline, MA MLS# 73522271
$2,399,000
4

Beds

3.0

Baths

3,079

Sq.Ft.

180 Eliot St

Brookline, MA

Listed By: The Sarkis Team Courtesy of DOUGLAS ELLIMAN REAL ESTATE - THE SARKIS TEAM
View 160 Reservoir Rd Brookline, MA MLS# 73491579
$2,300,000
4

Beds

3.1

Baths

2,898

Sq.Ft.

160 Reservoir Rd

Brookline, MA

Listed By: AJ Arstamyan Courtesy of COLDWELL BANKER REALTY - BOSTON
View 0 Glenoe Rd Brookline, MA MLS# 73442008
$2,245,000
Studio

Beds

0.0

Baths

0 Glenoe Rd

Brookline, MA

Listed By: Jason Gell Courtesy of RE/MAX ON THE CHARLES
View 46 Acacia Ave Newton, MA MLS# 73484975
$2,000,000
4

Beds

2.1

Baths

2,737

Sq.Ft.

46 Acacia Ave

Newton, MA

Listed By: Karen Yu Courtesy of PHOENIX REAL ESTATE PARTNERS, LLC
View 37 Chestnut Hill Terrace Newton, MA MLS# 73513321
$1,999,000
3

Beds

3.0

Baths

2,744

Sq.Ft.

37 Chestnut Hill Terrace

Newton, MA

Listed By: Edmund Wong Courtesy of NEW YEAR REALTY
View 1148 Boylston Brookline, MA MLS# 73499808
$1,998,000
8

Beds

3.0

Baths

3,945

Sq.Ft.

1148 Boylston

Brookline, MA

Listed By: Todd Glaskin Courtesy of COLDWELL BANKER REALTY - NEWTON
View 1148 Boylston Brookline, MA MLS# 73519812
$1,998,000
Studio

Beds

0.0

Baths

1148 Boylston

Brookline, MA

Listed By: Todd Glaskin Courtesy of COLDWELL BANKER REALTY - NEWTON

About Chestnut Hill

Listings in Chestnut Hill, Newton, MA

29

Estimated median home price

$2,300,000
Chestnut Hill, Newton Real Estate

Search Chestnut Hill, Massachusetts Real Estate Listings & New Homes for Sale in Chestnut Hill, MA. Find Chestnut Hill Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Chestnut Hill, Newton, MA

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 0
$500K - 600K 1
$600K - 700K 1
$700K - 800K 0
$800K - 900K 1
$900K - 1M 1
$1M - Max 25

Homes for Sale by Type in Chestnut Hill, Newton, MA

Property Type Count
Single Family 19
Townhouse 0
Condo 7
Commercial 0
Rental 25
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 7/4/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 7/5/2026.

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